Qualitative Compound Report_x000A_

Data File GCMS_4744.D Sample Name BlackPepperReplica

Sample Type Position 5
Instrument Name Gans 7890B User Name
Acq Method HP-5ms ESSENTIAL_EFIRNOE_MASLO.M Acquired Time 10/24/2022 3:41:49 PM
IRM Calibration Status Not Applicable DA Method Method12092017.m
Comment
Column3 Column4 Column3 Column4
Expected Barcode Sample Amount
Dual Inj Vol 0.4 TuneName atune.u
TunePath D:\MassHunter\GCMS\ MSFirmwareVersion 6.00.19
1\5977\
OperatorName RunCompletedFlag True
Acquisition SW MassHunter GC/MS
Version Acquisition B.07.00 SP2.1654
29-Aug-2013 Copyright ©
1989-2013 Agilent
Technologies, Inc.

Fragmentor Voltage Collision Energy 0 Ionization Mode Unspecified

x10 7 + TIC Scan GCMS_4744.D

1 * 30.883
2.5

1.5

1
* 20.538 * 37.931
0.5
* 12.878 26.974 35.086
17.640 41.764
0
2 4 6 8 10 12 14 16 18 20 22 24 26 28 30 32 34 36 38 40 42 44 46 48
Counts vs. Acquisition Time (min)

User Chromatogram Peak List

RT Height Height % Area Area % Area Sum % Symmetry Width
1.212 22182224.86 81.38 37420677.08 35.75 7.91 1.47 0.068
1.295 27258432.32 100 76364343.34 72.96 16.15 0.54 0.143
1.409 489835.3 1.8 642852.76 0.61 0.14 3 0.03
9.475 250975.94 0.92 808812.86 0.77 0.17 1.66 0.188
11.671 748400.43 2.75 3923283.51 3.75 0.83 4.69 0.226
12.003 1568061.74 5.75 27331107.56 26.11 5.78 3.15 0.657
12.878 1861869.86 6.83 19410667.5 18.55 4.1 1.31 0.4
13.218 1471194.66 5.4 10312411.9 9.85 2.18 1 0.234
15.014 1330932.2 4.88 3965984.71 3.79 0.84 1.07 0.093
15.074 928956.83 3.41 4111628.38 3.93 0.87 5.8 0.189
17.64 57221.29 0.21 263603.83 0.25 0.06 2.9 0.226
20.538 5865211.27 21.52 17891252.83 17.09 3.78 1.84 0.324
20.877 98191.95 0.36 723797.22 0.69 0.15 3.43 0.234
24.461 110443.37 0.41 325015.39 0.31 0.07 1.27 0.128
24.771 112473.85 0.41 320295.76 0.31 0.07 1.16 0.153
25.548 145577.27 0.53 548342.01 0.52 0.12 1.02 0.202
26.974 1851605.93 6.79 5694569.19 5.44 1.2 1.5 0.249
28.295 133797.69 0.49 554712.14 0.53 0.12 2.43 0.187
29.374 661465.67 2.43 5251412.18 5.02 1.11 9.47 0.309

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 Qualitative Compound Report_x000A_
29.706 344106.04 1.26 1678086.3 1.6 0.35 1.29 0.121
29.842 7703735.83 28.26 21833915.51 20.86 4.62 1 0.174
30.196 256988.51 0.94 764044.14 0.73 0.16 1.13 0.124
30.702 4387354.39 16.1 19229113.96 18.37 4.07 0.94 0.196
30.883 27168829.36 99.67 104663010.56 100 22.13 0.37 0.166
30.981 7715079.26 28.3 21207108.75 20.26 4.48 1.01 0.121
31.102 340076.77 1.25 1657287.47 1.58 0.35 2.5 0.158
31.306 1471290.53 5.4 4735058.9 4.52 1 1.95 0.151
31.434 204005.81 0.75 654268.57 0.63 0.14 0.33 0.06
31.509 6602028.29 24.22 20860422.69 19.93 4.41 1.3 0.181
31.668 650915.84 2.39 3073720.84 2.94 0.65 2.96 0.166
32.785 5353844.68 19.64 15770546.57 15.07 3.33 1.07 0.211
34.03 162474.4 0.6 452536.7 0.43 0.1 0.96 0.083
34.332 266135.78 0.98 917084.77 0.88 0.19 1.39 0.153
34.513 291383.58 1.07 1103769.32 1.05 0.23 2.13 0.226
34.799 2179403.22 8 11538993.78 11.02 2.44 0.92 0.287
35.086 2545691.8 9.34 7581137.22 7.24 1.6 1.36 0.211
36.384 141868.58 0.52 601873.51 0.58 0.13 1.88 0.264
37.931 6256928.5 22.95 16798490.89 16.05 3.55 1.18 0.287
41.764 566588.3 2.08 1526860.82 1.46 0.32 1.79 0.174
41.968 87018.23 0.32 419794.51 0.4 0.09 0.61 0.211

Compound Table FALSE

Compound Label RT Name Area Sum %
Cpd 1: Methyl Alcohol 1.212 Methyl Alcohol 7.91
Cpd 2: Ethanol 1.295 Ethanol 16.15
Cpd 3: 2-Propanol, 2-methyl- 1.409 2-Propanol, 2-methyl-
0.14

Cpd 4: .beta.-Pinene 9.475 .beta.-Pinene 0.17

Cpd 5: D-Limonene 11.671 D-Limonene 0.83
Cpd 6: 2-Propanol, 1,1'- 12.003 2-Propanol, 1,1'-oxybis-
oxybis- 5.78

Cpd 7: 1-Propanol, 2,2'- 12.878 1-Propanol, 2,2'-oxybis-

oxybis- 4.1

Cpd 8: 1-Propanol, 2-(2- 13.218 1-Propanol, 2-(2-

hydroxypropoxy)- hydroxypropoxy)- 2.18

Cpd 9: 3-Octanol, 3,7- 15.014 3-Octanol, 3,7-dimethyl-

dimethyl- 0.84

Cpd 10: 3,7-dimethylocta- 15.074 3,7-dimethylocta-1,6-dien-3-

1,6-dien-3-ol ol 0.87

Cpd 11: 2-Hexene, 6,6- 17.64 2-Hexene, 6,6-dimethoxy-

dimethoxy-2,5,5-trimethyl- 2,5,5-trimethyl- 0.06

Cpd 12: Linalyl acetate 20.538 Linalyl acetate 3.78

Cpd 13: 2-Furanmethanol, 5- 20.877 2-Furanmethanol, 5-
ethenyltetrahydro-.alpha.,.alp ethenyltetrahydro-.alpha.,.alp 0.15
ha.,5-trimethyl-, cis- ha.,5-trimethyl-, cis-

Cpd 14: Naphthalene, 24.461 Naphthalene, 1,2,4a,5,8,8a-

1,2,4a,5,8,8a-hexahydro-4,7- hexahydro-4,7-dimethyl-1-(1-
dimethyl-1-(1-methylethyl)-, methylethyl)-,
(1.alpha.,4a.beta.,8a.alpha.)- (1.alpha.,4a.beta.,8a.alpha.)- 0.07
(.+/-.)- (.+/-.)-

Cpd 15: 1H- 24.771 1H-Cycloprop[e]azulene,

Cycloprop[e]azulene,
1a,2,3,4,4a,5,6,7b-octahydro-
1,1,4,7-tetramethyl-, [1aR-
(1a.alpha.,4.alpha.,4a.beta.,7
b.alpha.)]-
1a,2,3,4,4a,5,6,7b-octahydro-
1,1,4,7-tetramethyl-, [1aR-
(1a.alpha.,4.alpha.,4a.beta.,7 0.07
b.alpha.)]-

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 Qualitative Compound Report_x000A_
Cpd 16: Seychellene 25.548 Seychellene 0.12
Cpd 17: 4H-Inden-4-one, 26.974 4H-Inden-4-one, 1,2,3,5,6,7-
1,2,3,5,6,7-hexahydro- hexahydro-1,1,2,3,3- 1.2
1,1,2,3,3-pentamethyl- pentamethyl-

Cpd 18: 28.295 Cyclohexanemethanol, 4-

Cyclohexanemethanol, 4- ethenyl-.alpha.,.alpha.,4-
ethenyl-.alpha.,.alpha.,4- trimethyl-3-(1-
trimethyl-3-(1- methylethenyl)-, [1R- 0.12
methylethenyl)-, [1R- (1.alpha.,3.alpha.,4.beta.)]-
(1.alpha.,3.alpha.,4.beta.)]-
Cpd 19: Diethyl Phthalate 29.374 Diethyl Phthalate 1.11
Cpd 20: Acetic acid, 5,5- 29.706 Acetic acid, 5,5-dimethyl-6-
dimethyl-6-(3-methyl-buta- (3-methyl-buta-1,3-dienyl)-7-
1,3-dienyl)-7-oxa- oxa-bicyclo[4.1.0]hept-1- 0.35
bicyclo[4.1.0]hept-1-ylmethyl ylmethyl ester
ester
Cpd 21: Cedrol 29.842 Cedrol 4.62
Cpd 22: 1-Penten-3-one, 1- 30.196 1-Penten-3-one, 1-(2,6,6-
(2,6,6-trimethyl-1- trimethyl-1-cyclohexen-1-yl)- 0.16
cyclohexen-1-yl)-

Cpd 23: Cyclopentaneacetic 30.702 Cyclopentaneacetic acid, 3-

acid, 3-oxo-2-pentyl-, methyl oxo-2-pentyl-, methyl ester 4.07
ester

Cpd 24: Amberonne (isomer 30.883 Amberonne (isomer 2)

2) 22.13

Cpd 25: Amberonne (isomer 30.981 Amberonne (isomer 3)

3) 4.48

Cpd 26: 4,8a-Dimethyl-6-(2- 31.102 4,8a-Dimethyl-6-(2-methyl-

methyl-oxiran-2-yl)- oxiran-2-yl)-4a,5,6,7,8,8a-
4a,5,6,7,8,8a-hexahydro-1H- hexahydro-1H-naphthalen-2- 0.35
naphthalen-2-one one

Cpd 27: 2-(4a,8-Dimethyl-6- 31.306 2-(4a,8-Dimethyl-6-oxo-

oxo-1,2,3,4,4a,5,6,8a- 1,2,3,4,4a,5,6,8a-octahydro-
octahydro-naphthalen-2-yl)- naphthalen-2-yl)- 1
propionaldehyde propionaldehyde

Cpd 28: Benzoic acid, 2,3- 31.434 Benzoic acid, 2,3-dimethyl-6-

dimethyl-6-(3-methyl-1- (3-methyl-1-oxobutyl)- 0.14
oxobutyl)-

Cpd 29: Amberonne (isomer 31.509 Amberonne (isomer 1)

1) 4.41

Cpd 30: 1-(1,6-dimethyl-4-(4- 31.668 1-(1,6-dimethyl-4-(4-

methylpent-3-en-1- methylpent-3-en-1-
yl)cyclohex-3-en-1-yl)ethan- yl)cyclohex-3-en-1-yl)ethan- 0.65
1-one 1-one

Cpd 31: Ambrox 32.785 Ambrox 3.33

Cpd 32: Naphthalene, 6,7- 34.03 Naphthalene, 6,7-diethyl-
diethyl-1,2,3,4-tetrahydro- 1,2,3,4-tetrahydro-1,1,4,4- 0.1
1,1,4,4-tetramethyl- tetramethyl-

Cpd 33: Cyclopentadecanone, 34.332 Cyclopentadecanone, 2-

2-hydroxy- hydroxy- 0.19

Cpd 34: 5-Cyclohexadecen-1- 34.513 5-Cyclohexadecen-1-one

one 0.23

Cpd 35: Cyclopenta[g]-2- 34.799 Cyclopenta[g]-2-benzopyran,

benzopyran, 1,3,4,6,7,8- 1,3,4,6,7,8-hexahydro-
hexahydro-4,6,6,7,8,8- 4,6,6,7,8,8-hexamethyl- 2.44
hexamethyl-

Cpd 36: 7-Acetyl-6-ethyl- 35.086 7-Acetyl-6-ethyl-1,1,4,4-

1,1,4,4-tetramethyltetralin tetramethyltetralin 1.6

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 Qualitative Compound Report_x000A_
Cpd 37: Oxacycloheptadec-8- 36.384 Oxacycloheptadec-8-en-2-
en-2-one, (8Z) one, (8Z) 0.13

Cpd 38: Ethylene brassylate 37.931 Ethylene brassylate 3.55

Cpd 39: 1-
Phenanthrenecarboxylic acid,
1,2,3,4,4a,5,6,7,8,9,10,10a-
dodecahydro-1,4a-dimethyl-
7-(1-methylethyl)-, methyl
ester, [1R-
(1.alpha.,4a.beta.,7.beta.,10a
.alpha.)]-
41.764 1-Phenanthrenecarboxylic
acid,
1,2,3,4,4a,5,6,7,8,9,10,10a-
dodecahydro-1,4a-dimethyl-
7-(1-methylethyl)-, methyl 0.32
ester, [1R-
(1.alpha.,4a.beta.,7.beta.,10a
.alpha.)]-

Cpd 40: Methyl 41.968 Methyl dehydroabietate

dehydroabietate 0.09

Compound Label Name RT Algorithm

Cpd 1: Methyl Alcohol Methyl Alcohol 1.212 Spectrum Extraction

MS Spectrum

x10 2 Methyl Alcohol: + Scan (rt: 1.197-1.235 min, 6 scans) GCMS_4744.D Subtract
H
1.75
1.5
1.25 192.6 267.0
1 H O
341.0
0.75
0.5
0.25 H
0
H
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 6 Methyl Alcohol: + Scan (rt: 1.197-1.235 min, 6 scans) GCMS_4744.D Subtract
6 H
31.1
5

3 H O
2

1 H
45.1 78.0 127.9 155.0 192.6 267.0H 341.0
0
20 40 60 80 100 120 140 160 180 200 220 240 260 280 300 320 340 360
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Abund
29.1 2886741.25
30 14959.57
30.2 511616
31.1 5460955.5
32.1 3923584.75
33.1 265635.84
34.1 11608.98
43.1 676.67
45.1 825.98
78 759.1

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 Qualitative Compound Report_x000A_

Compound Structure

Compound Label Name RT Algorithm

Cpd 2: Ethanol Ethanol 1.295 Spectrum Extraction

MS Spectrum

x10 2 Ethanol: + Scan (rt: 1.258-1.310 min, 8 scans) GCMS_4744.D Subtract

1.4 208.1
1.2 H3C
1
0.8
266.9
0.6 355.1
0.4 OH
0.2
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 6 Ethanol: + Scan (rt: 1.258-1.310 min, 8 scans) GCMS_4744.D Subtract

31.1
6
5
45.1
H3C
4
3
2
OH
1
77.1 115.1 140.9 208.1 266.9 326.9 355.1
0
20 40 60 80 100 120 140 160 180 200 220 240 260 280 300 320 340 360
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Abund
29.1 2432048
30.1 62307.34
31.1 6128533.5
40.1 29384.79
41.1 142181.95
42.1 515598.66
43.1 1216422.38
45.1 5327897.5
46.1 2142904

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 Qualitative Compound Report_x000A_
47.1 289630.91

Compound Structure

Compound Label Name RT Algorithm

Cpd 3: 2-Propanol, 2- 2-Propanol, 2-methyl- 1.409 Spectrum Extraction
methyl-

MS Spectrum

x10 2 2-Propanol, 2-methyl-: + Scan (rt: 1.401-1.431 min, 5 scans) GCMS_4744.D Subtract
1.75
1.5
208.0
H3C
281.2
1.25
H3C
1
CH3
0.75
0.5 341.1
0.25 HO
140.8 252.8
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 4 2-Propanol, 2-methyl-: + Scan (rt: 1.401-1.431 min, 5 scans) GCMS_4744.D Subtract
8 59.1
H3C
6
H3C
4 31.0
CH3

2
41.1 HO
77.0 96.1 135.0 164.9 208.0 252.8 281.2 341.1
0
20 40 60 80 100 120 140 160 180 200 220 240 260 280 300 320 340 360
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
29.1 15416
31 35660.8
32.1 32.1 36.05 1 5579.2
39 4834.6
41.1 11572.6
43 10569.8
45.1 11516.8

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 Qualitative Compound Report_x000A_
46.1 4457.6
57.1 7370.6
59.1 76492.6

Compound Structure

Compound Label Name RT Algorithm

Cpd 4: .beta.-Pinene .beta.-Pinene 9.475 Spectrum Extraction

MS Spectrum

x10 3 .beta.-Pinene: + Scan (rt: 9.445-9.536 min, 13 scans) GCMS_4744.D Subtract

CH2

4
CH3
3

CH3
2

1 206.9
280.9
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 4 .beta.-Pinene: + Scan (rt: 9.445-9.536 min, 13 scans) GCMS_4744.D Subtract

CH2
3.5 93.1

3
CH3
2.5
2
CH3
1.5
1 69.1
41.0[C3 H5]+
0.5 121.1
53.0
29.1 177.0 206.9 249.1 280.9 340.9
0
20 40 60 80 100 120 140 160 180 200 220 240 260 280 300 320 340 360
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
39 3769.63
41 41 -27.05 1 8015.27
69.1 8808.5
77 8151.12
79.1 7693.4
91 10072.23

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 Qualitative Compound Report_x000A_
93.1 34533.38
94.1 4923.49
121.1 4292.65
136.1 4073.5

Compound Structure

Compound Label Name RT Algorithm

Cpd 5: D-Limonene D-Limonene 11.671 Spectrum Extraction

MS Spectrum

x10 4 D-Limonene: + Scan (rt: 11.641-11.837 min, 27 scans) GCMS_4744.D Subtract

1.4
1.2 H3C
1
0.8 CH3
0.6
0.4 H2C
0.2
206.9 282.0
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 4 D-Limonene: + Scan (rt: 11.641-11.837 min, 27 scans) GCMS_4744.D Subtract

5
68.1
4 93.1 H3C

3
CH3
2 79.1
121.1
H2C
1 53.0

29.1 154.1 176.8 206.9 248.9 282.0

0
20 40 60 80 100 120 140 160 180 200 220 240 260 280 300
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
67.1 33382.85
68.1 45048.94
79.1 17720.57
91.1 12588.09
92.1 12507.28

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 Qualitative Compound Report_x000A_
93.1 39237.3
94.1 94.1 -1.91 1 14585.49
107.1 12351.42
121.1 13918.45
136.1 13589.69

Compound Structure

Compound Label Name RT Algorithm

Cpd 6: 2-Propanol, 1,1'- 2-Propanol, 1,1'- 12.003 Spectrum Extraction
oxybis- oxybis-

MS Spectrum

x10 3 2-Propanol, 1,1'-oxybis-: + Scan (rt: 11.860-12.448 min, 79 scans) GCMS_4744.D Subtract

3.5
3 CH3 CH3
2.5
2
O
1.5
HO OH
1
0.5
207.1 281.0
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 5 2-Propanol, 1,1'-oxybis-: + Scan (rt: 11.860-12.448 min, 79 scans) GCMS_4744.D Subtract

1.2 45.0
89.1
1 CH3 CH3
59.1
0.8
0.6 O
31.0 HO OH
0.4
0.2
71.1
121.1 177.0 207.1 248.9 281.0 341.0
0
20 40 60 80 100 120 140 160 180 200 220 240 260 280 300 320 340 360
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Abund
31 38045.09
39 9186.72
41.1 30044.81

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 Qualitative Compound Report_x000A_
42.1 65767.92
43 41597.68
45 118272.05
47.1 18099.25
57 14393.23
59.1 80802.34
89.1 104362.92

Compound Structure

Compound Label Name RT Algorithm

Cpd 7: 1-Propanol, 2,2'- 1-Propanol, 2,2'- 12.878 Spectrum Extraction
oxybis- oxybis-

MS Spectrum

x10 5 1-Propanol, 2,2'-oxybis-: + Scan (rt: 12.720-13.090 min, 50 scans) GCMS_4744.D Subtract

1.2 H3C OH

1
H3C
0.8
0.6
O
0.4
0.2 HO
207.9 281.9 428.9
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 5 1-Propanol, 2,2'-oxybis-: + Scan (rt: 12.720-13.090 min, 50 scans) GCMS_4744.D Subtract
3.5
59.1 H3C OH
3
2.5
H3C
2
1.5 O
103.1
1 31.0
0.5 HO
75.0 207.9 248.9 281.9 340.9 428.9
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Abund
31 82132.25

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 Qualitative Compound Report_x000A_
41.1 45892.95
42.1 13873.95
43 26069.74
45 68479.08
57 14284.62
58.1 12186.96
59.1 310609.84
60.1 11306.12
103.1 120615.94

Compound Structure

Compound Label Name RT Algorithm

Cpd 8: 1-Propanol, 2-(2- 1-Propanol, 2-(2- 13.218 Spectrum Extraction
hydroxypropoxy)- hydroxypropoxy)-

MS Spectrum

x10 4 1-Propanol, 2-(2-hydroxypropoxy)-: + Scan (rt: 13.105-13.339 min, 32 scans) GCMS_4744.D Subtract
8 CH3

6
HO OH
4 O

2
CH3
207.0 281.1 355.1
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 5 1-Propanol, 2-(2-hydroxypropoxy)-: + Scan (rt: 13.105-13.339 min, 32 scans) GCMS_4744.D Subtract

59.1 CH3
2

1.5
HO OH
O
1
103.1
31.0
0.5
CH3
93.1
136.1 176.8 207.0 281.1 355.1
0
20 40 60 80 100 120 140 160 180 200 220 240 260 280 300 320 340 360
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

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 Qualitative Compound Report_x000A_
m/z Abund
31 53172.89
41.1 31557.8
42.1 15279.13
43 21826.58
45 48705.22
57 9998.73
58.1 9496.79
59.1 209471.47
93.1 17323.92
103.1 76383.89

Compound Structure

Compound Label Name RT Algorithm

Cpd 9: 3-Octanol, 3,7- 3-Octanol, 3,7- 15.014 Spectrum Extraction
dimethyl- dimethyl-

MS Spectrum

x10 4 3-Octanol, 3,7-dimethyl-: + Scan (rt: 14.984-15.052 min, 10 scans) GCMS_4744.D Subtract

4
CH3
3 H3C

CH3
2
H3C
OH
1

207.0 282.0 355.2

0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 5 3-Octanol, 3,7-dimethyl-: + Scan (rt: 14.984-15.052 min, 10 scans) GCMS_4744.D Subtract
3 73.1
2.5 CH3
H3C
2
CH3
1.5
H3C
1 OH
55.1
0.5 111.1
29.1 83.1 143.1 207.0 282.0 355.2
0
20 40 60 80 100 120 140 160 180 200 220 240 260 280 300 320 340 360
Counts vs. Mass-to-Charge (m/z)

_x000A_Page 12 of 48 Printed at: 15:19:53 on:02/20/2024

 Qualitative Compound Report_x000A_
x10 5 3-Octanol, 3,7-dimethyl-: + Scan (rt: 14.984-15.052 min, 10 scans) GCMS_4744.D Subtract
3 73.1
2.5 CH3
H3C
2
CH3
1.5
H3C
1 OH
55.1
0.5 111.1
29.1 83.1 143.1 207.0 282.0 355.2
0
20 40 60 80 100 120 140 160 180 200 220 240 260 280 300 320 340 360
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Abund
41.1 32227.67
43 58421.96
55.1 66449.64
57.1 17560.71
69.1 131318.52
70.1 15513.45
71.1 18990.5
73.1 276737.63
111.1 38757.68
129.1 34910.74

Compound Structure

Compound Label Name RT Algorithm

Cpd 10: 3,7-dimethylocta- 3,7-dimethylocta-1,6- 15.074 Spectrum Extraction
1,6-dien-3-ol dien-3-ol

MS Spectrum

x10 4 3,7-dimethylocta-1,6-dien-3-ol: + Scan (rt: 15.052-15.203 min, 21 scans) GCMS_4744.D Subtract

1.2

1
CH3
HO CH3
0.8

0.6 H2C
CH3
0.4
0.2
207.1 280.9
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

_x000A_Page 13 of 48 Printed at: 15:19:53 on:02/20/2024

 Qualitative Compound Report_x000A_
x10 4 3,7-dimethylocta-1,6-dien-3-ol: + Scan (rt: 15.052-15.203 min, 21 scans) GCMS_4744.D Subtract
1.2

1
CH3
HO CH3
0.8

0.6 H2C
CH3
0.4
0.2
207.1 280.9
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 4 3,7-dimethylocta-1,6-dien-3-ol: + Scan (rt: 15.052-15.203 min, 21 scans) GCMS_4744.D Subtract

4 71.1
93.1
CH3
3 HO CH3

55.1
2 H2C
CH3
121.1
1
136.1
207.1 253.0 280.9 326.9 355.9
0
20 40 60 80 100 120 140 160 180 200 220 240 260 280 300 320 340 360
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Abund
41.1 19434.45
43 20823.24
55.1 21279.25
67.1 7903.78
69.1 20272.06
71.1 38763.74
73.1 7478.91
80.1 12894.86
93.1 33023.24
121.1 11275.76

Compound Structure

Compound Label Name RT Algorithm

_x000A_Page 14 of 48 Printed at: 15:19:53 on:02/20/2024

 Qualitative Compound Report_x000A_
Cpd 11: 2-Hexene, 6,6- 2-Hexene, 6,6- 17.64 Spectrum Extraction
dimethoxy-2,5,5- dimethoxy-2,5,5-
trimethyl- trimethyl-

MS Spectrum

x10 3 2-Hexene, 6,6-dimethoxy-2,5,5-trimethyl-: + Scan (rt: 17.587-17.776 min, 26 scans) GCMS_4744.D Subtract
1.6
139.1
1.4 H3C
CH3
1.2 O

1
0.8 H3C

0.6 O CH3

0.4 208.1
281.1 355.2 H3C CH3
0.2
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 3 2-Hexene, 6,6-dimethoxy-2,5,5-trimethyl-: + Scan (rt: 17.587-17.776 min, 26 scans) GCMS_4744.D Subtract

8 75.0
H3C
CH3
O
6

H3C
4
O CH3

2 139.1 H3C CH3

41.0
107.0 176.7 208.1 281.1
355.2
0
20 40 60 80 100 120 140 160 180 200 220 240 260 280 300 320 340 360 380
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Abund
38.9 643.47
41 890.02
47 549.37
59.1 710.94
69 815.41
69.1 553.94
71 427.27
75 7731.34
139.1 1433.5
154.1 1385.74

Compound Structure

_x000A_Page 15 of 48 Printed at: 15:19:53 on:02/20/2024

 Qualitative Compound Report_x000A_

Compound Label Name RT Algorithm

Cpd 12: Linalyl acetate Linalyl acetate 20.538 Spectrum Extraction

MS Spectrum

x10 5 Linalyl acetate: + Scan (rt: 20.507-20.590 min, 12 scans) GCMS_4744.D Subtract
H2C
2

1.5 H3C

1 O
H3C
CH3
0.5
H3C O
196.1 326.9 415.1
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 5 Linalyl acetate: + Scan (rt: 20.507-20.590 min, 12 scans) GCMS_4744.D Subtract

93.1 H2C
6
5
H3C
4
3 43.0
O
80.1121.1[C9 H13]+ H3C
2 CH3

1 55.1
136.1 H3C O
196.1 253.1 283.1 326.9 415.1
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
41.1 143058.42
43 251634.2
55.1 87812.73
69.1 143194.58
71.1 99236.1
79.1 83371.56
80.1 212945.3
92.1 98446.94
93.1 593682.38
121.1 121.1 11.49 1 198894.63

Compound Structure

_x000A_Page 16 of 48 Printed at: 15:19:53 on:02/20/2024

 Qualitative Compound Report_x000A_

Compound Label Name RT Algorithm

Cpd 13: 2-Furanmethanol, 2-Furanmethanol, 5- 20.877 Spectrum Extraction
5- ethenyltetrahydro-.alp
ethenyltetrahydro-.alpha.,. ha.,.alpha.,5-
alpha.,5-trimethyl-, cis- trimethyl-, cis-

MS Spectrum

x10 2 2-Furanmethanol, 5-ethenyltetrahydro-.alpha.,.alpha.,5-trimethyl-, cis-: + Scan (rt: 20.824-21.058 min, 32 scans) GCMS_4744.D Subtract

6 137.1
CH3 CH3
5
O
4 CH2
HO
3 280.9
2 208.9 341.0
1 CH3
414.8
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 4 2-Furanmethanol, 5-ethenyltetrahydro-.alpha.,.alpha.,5-trimethyl-, cis-: + Scan (rt: 20.824-21.058 min, 32 scans) GCMS_4744.D Subtract

1.2 59.1
CH3 CH3
1
O
0.8 CH2
HO
0.6
0.4
0.2 41.0 81.1 CH3
137.1 176.9 208.9 280.9 341.0 414.8
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
41 1511.68
43 1190.49
55.1 55.1 -0.44 1 1698.83
59.1 11937.42
67 934
69.1 733.27
81.1 1476.91
89 765.81

_x000A_Page 17 of 48 Printed at: 15:19:53 on:02/20/2024

 Qualitative Compound Report_x000A_
93.1 959.48
95 728.08

Compound Structure

Compound Label Name RT Algorithm

Cpd 14: Naphthalene, Naphthalene, 24.461 Spectrum Extraction
1,2,4a,5,8,8a-hexahydro- 1,2,4a,5,8,8a-
4,7-dimethyl-1-(1- hexahydro-4,7-
methylethyl)-, dimethyl-1-(1-
(1.alpha.,4a.beta.,8a.alph methylethyl)-,
a.)-(.+/-.)- (1.alpha.,4a.beta.,8a.al
pha.)-(.+/-.)-

MS Spectrum

x10 4 Naphthalene, 1,2,4a,5,8,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl)-, (1.alpha.,4a.beta.,8a.alpha.)-(.+/-.)-: + Scan (rt: 24.431-24.507 min, 11 scan

H3C
204.2
1

0.8

0.6
H3C
0.4
CH3

0.2
H3C
252.8 342.1 429.0
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 4 Naphthalene, 1,2,4a,5,8,8a-hexahydro-4,7-dimethyl-1-(1-methylethyl)-, (1.alpha.,4a.beta.,8a.alpha.)-(.+/-.)-: + Scan (rt: 24.431-24.507 min, 11 scan

H3C
204.2
1

0.8
189.1
0.6
H3C
0.4 105.0 161.1
CH3

0.2 41.0 77.0 H3C

252.8 342.1 429.0
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Abund
91 2564.04
105 3204.28

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 Qualitative Compound Report_x000A_
119 3196.74
133 2078.36
147 1889.55
161.1 3456.5
175.1 1419.64
189.1 6874.82
204.2 10114.82
205.1 1717.64

Compound Structure

Compound Label Name RT Algorithm

Cpd 15: 1H-
Cycloprop[e]azulene,
1a,2,3,4,4a,5,6,7b-
octahydro-1,1,4,7-
tetramethyl-, [1aR-
(1a.alpha.,4.alpha.,4a.bet
a.,7b.alpha.)]-
1H- 24.771 Spectrum Extraction
Cycloprop[e]azulene,
1a,2,3,4,4a,5,6,7b-
octahydro-1,1,4,7-
tetramethyl-, [1aR-
(1a.alpha.,4.alpha.,4a.
beta.,7b.alpha.)]-

MS Spectrum

x10 3 1H-Cycloprop[e]azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, [1aR-(1a.alpha.,4.alpha.,4a.beta.,7b.alpha.)]-: + Scan (rt: 24.733-24.80

6
204.2
5 161.1 CH3

4 H3C

3
CH3
2

1
341.0 CH3
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 3 1H-Cycloprop[e]azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, [1aR-(1a.alpha.,4.alpha.,4a.beta.,7b.alpha.)]-: + Scan (rt: 24.733-24.80

6
204.2
5 161.1 CH3

4 105.1 H3C
91.0
3
133.1 CH3
2 79.1
41.0
1 55.0
281.1 341.0 CH3
404.9
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450
Counts vs. Mass-to-Charge (m/z)
_x000A_Page 19 of 48 Printed at: 15:19:53 on:02/20/2024
 Qualitative Compound Report_x000A_
x10 3 1H-Cycloprop[e]azulene, 1a,2,3,4,4a,5,6,7b-octahydro-1,1,4,7-tetramethyl-, [1aR-(1a.alpha.,4.alpha.,4a.beta.,7b.alpha.)]-: + Scan (rt: 24.733-24.80
6
204.2
5 161.1 CH3

4 105.1 H3C
91.0
3
133.1 CH3
2 79.1
41.0
1 55.0
281.1 341.0 CH3
404.9
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Abund
69 1648.91
79.1 1655.73
91 3064.14
105.1 3840.14
119.1 2074.82
133.1 2361.91
147.1 1828.32
161.1 4660.73
189.1 4117.45
204.2 5388.36

Compound Structure

Compound Label Name RT Algorithm

Cpd 16: Seychellene Seychellene 25.548 Spectrum Extraction

MS Spectrum

x10 3 Seychellene: + Scan (rt: 25.495-25.601 min, 15 scans) GCMS_4744.D Subtract

6
5
H3C
4 204.1
3 H2C
CH3

2
1 CH3
253.0 326.8 400.9
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

_x000A_Page 20 of 48 Printed at: 15:19:53 on:02/20/2024

 Qualitative Compound Report_x000A_
MS Zoomed Spectrum

x10 3 Seychellene: + Scan (rt: 25.495-25.601 min, 15 scans) GCMS_4744.D Subtract

6 122.1

5
105.0 H3C
4 204.1
147.1
3 91.0 H2C
CH3
189.1
2
41.0
1 CH3
253.0 326.8 400.9
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Abund
79 2235.93
91 2723.11
93 2682.02
105 4067.16
107.1 3692.66
108.1 1768.83
122.1 5857.55
147.1 3329.98
189.1 2306.53
204.1 3551.87

Compound Structure

Compound Label Name RT Algorithm

Cpd 17: 4H-Inden-4-one, 4H-Inden-4-one, 26.974 Spectrum Extraction
1,2,3,5,6,7-hexahydro- 1,2,3,5,6,7-hexahydro-
1,1,2,3,3-pentamethyl- 1,1,2,3,3-pentamethyl-

MS Spectrum

x10 5 4H-Inden-4-one, 1,2,3,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-: + Scan (rt: 26.944-27.020 min, 11 scans) GCMS_4744.D Subtract

191.1 H3C CH3

1.75
1.5
1.25
CH3
1
135.1
0.75
0.5
H3C CH3
0.25
281.1 O
405.2
0
200 300 400 500 600 700 800
_x000A_Page
Counts vs. Mass-to-Charge 21 of 48900
(m/z)
1000 1100
Printed at: 15:19:53 on:02/20/2024
 Qualitative Compound Report_x000A_
x10 5 4H-Inden-4-one, 1,2,3,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-: + Scan (rt: 26.944-27.020 min, 11 scans) GCMS_4744.D Subtract

191.1 H3C CH3

1.75
1.5
1.25
CH3
1
135.1
0.75
0.5
H3C CH3
0.25
281.1 O
405.2
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 5 4H-Inden-4-one, 1,2,3,5,6,7-hexahydro-1,1,2,3,3-pentamethyl-: + Scan (rt: 26.944-27.020 min, 11 scans) GCMS_4744.D Subtract

191.1 H3C CH3

1.75
1.5
1.25
206.1 CH3
1
135.1
0.75
0.5 107.1 H3C CH3
0.25 55.0
281.1 O 331.0 405.2
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
91.1 28769.45
105.1 105.1 2.21 1 20879.96
107.1 36765.67
121.1 121.1 8.09 1 34764.55
135.1 77941.61
149.1 22442.4
163.1 61683.79
191.1 176554.47
192.1 25048.94
206.1 101147.77

Compound Structure

Compound Label Name RT Algorithm

_x000A_Page 22 of 48 Printed at: 15:19:54 on:02/20/2024


Cpd 18:
Cyclohexanemethanol, 4-
ethenyl-.alpha.,.alpha.,4-
trimethyl-3-(1-
methylethenyl)-, [1R-
(1.alpha.,3.alpha.,4.beta.)
]-
Qualitative Compound Report_x000A_
Cyclohexanemethanol, 28.295 Spectrum Extraction
4-
ethenyl-.alpha.,.alpha.,
4-trimethyl-3-(1-
methylethenyl)-, [1R-
(1.alpha.,3.alpha.,4.bet
a.)]-

MS Spectrum

x10 3 Cyclohexanemethanol, 4-ethenyl-.alpha.,.alpha.,4-trimethyl-3-(1-methylethenyl)-, [1R-(1.alpha.,3.alpha.,4.beta.)]-: + Scan (rt: 28.257-28.385 min, 1

CH2
3 161.1

2.5 H3C

CH3
2
H3C
1.5 OH

1
0.5 CH3
281.0
429.0 504.0 CH2
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 3 Cyclohexanemethanol, 4-ethenyl-.alpha.,.alpha.,4-trimethyl-3-(1-methylethenyl)-, [1R-(1.alpha.,3.alpha.,4.beta.)]-: + Scan (rt: 28.257-28.385 min, 1

CH2
59.1
4 93.1
H3C

3 161.1 CH3

H3C
2 OH
43.0 189.1
1 CH3
281.0 CH2
331.0 429.0
504.0
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450 475 500
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Abund
43 1549.89
59.1 4136.39
67 1853.71
79 1851.74
81.1 2058.98
93.1 3798.66
107.1 2847.94
119.1 1668.59
121.1 2016.11
161.1 2909.33

Compound Structure

_x000A_Page 23 of 48 Printed at: 15:19:54 on:02/20/2024

 Qualitative Compound Report_x000A_

Compound Label Name RT Algorithm

Cpd 19: Diethyl Phthalate Diethyl Phthalate 29.374 Spectrum Extraction

MS Spectrum

x10 5 Diethyl Phthalate: + Scan (rt: 29.351-29.653 min, 41 scans) GCMS_4744.D Subtract
1.2

0.8
H3C CH3
0.6
O O
0.4
O O
0.2
222.0 340.8 503.1
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 5 Diethyl Phthalate: + Scan (rt: 29.351-29.653 min, 41 scans) GCMS_4744.D Subtract
1.2
149.0[C11 H O]+
1

0.8
H3C CH3
0.6
O O
0.4
177.0
O O
0.2
105.0
50.0 222.0 340.8 405.1 503.1
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450 475 500
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
65 7171.39
76 7863.91
93 6869.13
104 6260.67
105 9376.82
121 6414.41
149 149 14.71 1 109692.35
150 1 13919.46
176 176 -6.67 1 10740.9
177 27828.6

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 Qualitative Compound Report_x000A_

Compound Structure

Compound Label Name RT Algorithm

Cpd 20: Acetic acid, 5,5-
dimethyl-6-(3-methyl-
buta-1,3-dienyl)-7-oxa-
bicyclo[4.1.0]hept-1-
ylmethyl ester
Acetic acid, 5,5- 29.706 Spectrum Extraction
dimethyl-6-(3-methyl-
buta-1,3-dienyl)-7-
oxa-
bicyclo[4.1.0]hept-1-
ylmethyl ester

MS Spectrum

x10 4 Acetic acid, 5,5-dimethyl-6-(3-methyl-buta-1,3-dienyl)-7-oxa-bicyclo[4.1.0]hept-1-ylmethyl ester: + Scan (rt: 29.653-29.774 min, 17 scans) GCMS_4
O
1.4
1.2
1 O CH3
O
0.8
CH2
0.6 191.1
0.4
0.2 H3C CH3
327.0 428.9 549.0 CH3
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 4 Acetic acid, 5,5-dimethyl-6-(3-methyl-buta-1,3-dienyl)-7-oxa-bicyclo[4.1.0]hept-1-ylmethyl ester: + Scan (rt: 29.653-29.774 min, 17 scans) GCMS_4
O
1.4 121.1[C9 H13]+
1.2
1 O CH3
O
0.8 43.0
CH2
0.6 191.1
0.4 91.0
0.2 165.1 H3C CH3
253.1 327.0 428.9 CH3
549.0
0
50 100 150 200 250 300 350 400 450 500 550
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
43 7344.09
69.1 7274.94
91 3023.15
105 2298.65
107.1 107.1 -21.92 1 6817.91

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 Qualitative Compound Report_x000A_
109.1 2836.76
121.1 121.1 9.72 1 13978.77
123.1 5340.12
191.1 5422.41
191.2 4957.24

Compound Structure

Compound Label Name RT Algorithm

Cpd 21: Cedrol Cedrol 29.842 Spectrum Extraction

MS Spectrum

x10 5 Cedrol: + Scan (rt: 29.804-29.879 min, 11 scans) GCMS_4744.D Subtract

1.75 150.1 HO CH3
1.5
1.25 221.2
1 H3C
0.75
0.5
0.25 H3C CH3
281.1 404.8 502.9
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 5 Cedrol: + Scan (rt: 29.804-29.879 min, 11 scans) GCMS_4744.D Subtract

85.1 HO CH3
4

3
H3C
2 150.1
221.2
1 41.1
189.1 H3C CH3
281.1 340.9 404.8 502.9
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450 475 500
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Abund
41.1 85982.92
81.1 111737.48
85.1 426868.06
86.1 416604.53

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 Qualitative Compound Report_x000A_
87.1 91058.49
95.1 333963.25
135.1 154659.64
150.1 161480.52
151.1 148765.91
221.2 112912.02

Compound Structure

Compound Label Name RT Algorithm

Cpd 22: 1-Penten-3-one, 1-Penten-3-one, 1- 30.196 Spectrum Extraction
1-(2,6,6-trimethyl-1- (2,6,6-trimethyl-1-
cyclohexen-1-yl)- cyclohexen-1-yl)-

MS Spectrum

x10 4 1-Penten-3-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-: + Scan (rt: 30.159-30.242 min, 12 scans) GCMS_4744.D Subtract
2.5
191.2
CH3
2

1.5

CH3
1
H3C CH3
0.5
O
327.0 430.0
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 4 1-Penten-3-one, 1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-: + Scan (rt: 30.159-30.242 min, 12 scans) GCMS_4744.D Subtract
2.5
191.2
CH3
2

1.5
119.1 CH3
1
H3C CH3
0.5 43.0 91.0
O
55.0 219.2 253.9 327.0 430.0
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
43 4716.06

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 Qualitative Compound Report_x000A_
91 4480.69
105 4298.51
107.1 107.1 7.82 1 3559.48
109.1 109.1 10.79 1 4796.42
119.1 10836.12
121.1 5281.8
135.1 4415.6
191.2 22840.21
192.1 3914.27

Compound Structure

Compound Label Name RT Algorithm

Cpd 23: Cyclopentaneacetic 30.702 Spectrum Extraction
Cyclopentaneacetic acid, acid, 3-oxo-2-pentyl-,
3-oxo-2-pentyl-, methyl methyl ester
ester

MS Spectrum

x10 5 Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester: + Scan (rt: 30.634-30.770 min, 19 scans) GCMS_4744.D Subtract
O
1.2 153.1
1 191.2

0.8 CH3

0.6 O

0.4
O
0.2 H3C
331.0 404.9
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 5 Cyclopentaneacetic acid, 3-oxo-2-pentyl-, methyl ester: + Scan (rt: 30.634-30.770 min, 19 scans) GCMS_4744.D Subtract
O
83.1
3
2.5
CH3
2
1.5 O
153.1
1 191.2
55.1 119.1 O
0.5 H3C
219.1 253.0 331.0 404.9
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450
Counts vs. Mass-to-Charge (m/z)

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 Qualitative Compound Report_x000A_
MS Spectrum Peak List
m/z Calc m/z Diff(ppm) z Abund
41.1 51373.5
43 44780.47
55.1 58052.74
83.1 309826.88
95.1 46465.08
109.1 109.1 8.05 1 46910.5
119.1 52330.03
153.1 115147.08
156.1 114106.48
191.2 97030.05

Compound Structure

Compound Label Name RT Algorithm

Cpd 24: Amberonne Amberonne (isomer 2) 30.883 Spectrum Extraction
(isomer 2)

MS Spectrum

x10 6 Amberonne (isomer 2): + Scan (rt: 30.808-30.913 min, 15 scans) GCMS_4744.D Subtract
3 O
191.2 H3C CH3
2.5 CH3

2
H3C
1.5

0.5 H3C
281.0 429.0
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 6 Amberonne (isomer 2): + Scan (rt: 30.808-30.913 min, 15 scans) GCMS_4744.D Subtract
3 O
191.2 H3C CH3
2.5 CH3

2
H3C
1.5

1 119.1
0.5 43.0
219.2 H3C
281.0 341.0 387.0 429.0 479.1
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450 475
Counts vs. Mass-to-Charge (m/z)
_x000A_Page 29 of 48 Printed at: 15:19:54 on:02/20/2024
 Qualitative Compound Report_x000A_
x10 6 Amberonne (isomer 2): + Scan (rt: 30.808-30.913 min, 15 scans) GCMS_4744.D Subtract
3 O
191.2 H3C CH3
2.5 CH3

2
H3C
1.5

1 119.1
0.5 43.0
219.2 H3C
281.0 341.0 387.0 429.0 479.1
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450 475
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
43 422912.78
91.1 349349.63
95.1 443722.28
105.1 444004.41
109.1 109.1 10.79 1 534817.69
119.1 859345.25
121.1 121.1 9.72 1 764414.88
135.1 470482.84
191.2 2710902.25
192.2 456966.66

Compound Structure

Compound Label Name RT Algorithm

Cpd 25: Amberonne Amberonne (isomer 3) 30.981 Spectrum Extraction
(isomer 3)

MS Spectrum

x10 5 Amberonne (isomer 3): + Scan (rt: 30.943-31.019 min, 11 scans) GCMS_4744.D Subtract
8 O
191.2 H3C CH3
7 CH3
6
5
H3C
4
3
2
1 H3C
327.0 405.9 503.2
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

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 Qualitative Compound Report_x000A_
x10 5 Amberonne (isomer 3): + Scan (rt: 30.943-31.019 min, 11 scans) GCMS_4744.D Subtract
8 O
191.2 H3C CH3
7 CH3
6
5
H3C
4
3
2
1 H3C
327.0 405.9 503.2
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 5 Amberonne (isomer 3): + Scan (rt: 30.943-31.019 min, 11 scans) GCMS_4744.D Subtract
8 O
191.2 H3C CH3
7 CH3
6
5
H3C
4
3
2 109.1[C8 H13]+
43.0
1 219.2 H3C
280.9 327.0 405.9 503.2
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450 475 500
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
43 148023.64
91.1 113486.95
95.1 147069.69
105.1 108888.32
107.1 125812.69
109.1 109.1 10.79 1 196887.31
121.1 121.1 9.72 1 193039.19
135.1 142935.05
191.2 731438.56
192.2 112326.09

Compound Structure

Compound Label Name RT Algorithm

_x000A_Page 31 of 48 Printed at: 15:19:54 on:02/20/2024


Cpd 26: 4,8a-Dimethyl-6-
(2-methyl-oxiran-2-yl)-
4a,5,6,7,8,8a-hexahydro-
1H-naphthalen-2-one
Qualitative Compound Report_x000A_
4,8a-Dimethyl-6-(2- 31.102 Spectrum Extraction
methyl-oxiran-2-yl)-
4a,5,6,7,8,8a-
hexahydro-1H-
naphthalen-2-one

MS Spectrum

x10 4 4,8a-Dimethyl-6-(2-methyl-oxiran-2-yl)-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one: + Scan (rt: 31.057-31.215 min, 22 scans) GCMS_4744.D S

1.2 191.1 CH3

O
H
1 H3C

0.8
0.6
0.4 O

0.2 CH3
341.0
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 4 4,8a-Dimethyl-6-(2-methyl-oxiran-2-yl)-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one: + Scan (rt: 31.057-31.215 min, 22 scans) GCMS_4744.D S

1.2 191.1 CH3

O
H
1 H3C

0.8
0.6
109.1
0.4 43.0 69.1 95.1 O
153.1
0.2 CH3
29.1 234.1
281.1 341.0 405.0
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Abund
43 3116.74
69.1 2809.75
83.1 2885.84
95.1 3540.44
107 2535.81
109.1 4853.64
121.1 4579.37
135.1 2797.94
153.1 2202.45
191.1 11546.32

Compound Structure

_x000A_Page 32 of 48 Printed at: 15:19:54 on:02/20/2024

 Qualitative Compound Report_x000A_

Compound Label Name RT Algorithm

Cpd 27: 2-(4a,8-Dimethyl- 2-(4a,8-Dimethyl-6- 31.306 Spectrum Extraction
6-oxo-1,2,3,4,4a,5,6,8a- oxo-1,2,3,4,4a,5,6,8a-
octahydro-naphthalen-2- octahydro-naphthalen-
yl)-propionaldehyde 2-yl)-propionaldehyde

MS Spectrum

x10 4 2-(4a,8-Dimethyl-6-oxo-1,2,3,4,4a,5,6,8a-octahydro-naphthalen-2-yl)-propionaldehyde: + Scan (rt: 31.268-31.381 min, 16 scans) GCMS_4744.D S

7 191.2
CH3 CH3

6 H

5 H

4
3 O
O
2
234.2 CH3
1
281.0 355.1 489.1 577.1
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 4 2-(4a,8-Dimethyl-6-oxo-1,2,3,4,4a,5,6,8a-octahydro-naphthalen-2-yl)-propionaldehyde: + Scan (rt: 31.268-31.381 min, 16 scans) GCMS_4744.D S

7 191.2
CH3 CH3

6 H

5 H

4 121.1
3 43.0 O
O
2
234.2 CH3
1
281.0 355.1 401.0 489.1 577.1
0
50 100 150 200 250 300 350 400 450 500 550
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
43 25722.95
69.1 20520.71
91.1 18006.46
95.1 18364.46
105.1 16080.81
107.1 107.1 -1.93 1 23901.75
109.1 20960.34

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 Qualitative Compound Report_x000A_
121.1 35054.18
135.1 17077.22
191.2 68627.42

Compound Structure

Compound Label Name RT Algorithm

Cpd 28: Benzoic acid, 2,3- Benzoic acid, 2,3- 31.434 Spectrum Extraction
dimethyl-6-(3-methyl-1- dimethyl-6-(3-methyl-
oxobutyl)- 1-oxobutyl)-

MS Spectrum

x10 3 Benzoic acid, 2,3-dimethyl-6-(3-methyl-1-oxobutyl)-: + Scan (rt: 31.389-31.449 min, 9 scans) GCMS_4744.D Subtract
CH3 O
1.4 216.1
1.2 H3C
1 OH

0.8
CH3
0.6
0.4
281.1
0.2 404.9 O CH3
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 3 Benzoic acid, 2,3-dimethyl-6-(3-methyl-1-oxobutyl)-: + Scan (rt: 31.389-31.449 min, 9 scans) GCMS_4744.D Subtract
CH3 O
95.1
2
29.1 H3C

1.5 177.1[C10 H9 O3]+ OH

1 83.0 CH3
54.0
153.1 201.1
0.5 234.1
281.1 327.0 O 404.9
CH3
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
29.1 1750
54 892.89
73.9 683.33
75 734.44

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 Qualitative Compound Report_x000A_
83 994.22
95.1 2169
153.1 745.67
177.1 177.1 -6.69 1 1417.28
201.1 673.11
216.1 1389.67

Compound Structure

Compound Label Name RT Algorithm

Cpd 29: Amberonne Amberonne (isomer 1) 31.509 Spectrum Extraction
(isomer 1)

MS Spectrum

x10 5 Amberonne (isomer 1): + Scan (rt: 31.472-31.562 min, 13 scans) GCMS_4744.D Subtract
O
191.2 H3C CH3
3.5 CH3
3
2.5
2 H3C

1.5
1
0.5 H3C
281.1 355.0 429.0 503.1
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 5 Amberonne (isomer 1): + Scan (rt: 31.472-31.562 min, 13 scans) GCMS_4744.D Subtract
O
191.2 H3C CH3
3.5 135.1 CH3
3
2.5
2 H3C

1.5
107.1
1 43.0
0.5 234.2[C16 H26 O]+ H3C
355.0 429.0 503.1
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450 475 500
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
43 94438.54
91 86471.12

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 Qualitative Compound Report_x000A_
93.1 81826.62
95.1 73043.16
105.1 71917.16
107.1 117787.7
121.1 121.1 9.72 1 116019.27
135.1 323042.16
150.1 145253.23
191.2 353922.53

Compound Structure

Compound Label Name RT Algorithm

Cpd 30: 1-(1,6-dimethyl- 1-(1,6-dimethyl-4-(4- 31.668 Spectrum Extraction
4-(4-methylpent-3-en-1- methylpent-3-en-1-
yl)cyclohex-3-en-1- yl)cyclohex-3-en-1-
yl)ethan-1-one yl)ethan-1-one

MS Spectrum

x10 4 1-(1,6-dimethyl-4-(4-methylpent-3-en-1-yl)cyclohex-3-en-1-yl)ethan-1-one: + Scan (rt: 31.630-31.774 min, 20 scans) GCMS_4744.D Subtract

3 191.1
O
2.5 CH3

2
CH3
CH3
1.5
1 H3C CH3

0.5
234.2
326.9 405.1 503.1
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 4 1-(1,6-dimethyl-4-(4-methylpent-3-en-1-yl)cyclohex-3-en-1-yl)ethan-1-one: + Scan (rt: 31.630-31.774 min, 20 scans) GCMS_4744.D Subtract

3 191.1
O
2.5 CH3
121.1
2
69.1 CH3
CH3
1.5
1
91.0 H3C CH3

0.5
234.2
283.0 326.9 405.1 503.1
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450 475 500
Counts vs. Mass-to-Charge (m/z)

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 Qualitative Compound Report_x000A_
MS Spectrum Peak List
m/z Abund
41.1 10435.12
43 15245.68
69.1 16490.95
91 6858.93
107.1 14854.1
109.1 6091.23
121.1 20985.95
123.1 8886.33
135.1 6413.02
191.1 28757.22

Compound Structure

Compound Label Name RT Algorithm

Cpd 31: Ambrox Ambrox 32.785 Spectrum Extraction

MS Spectrum

x10 6 Ambrox: + Scan (rt: 32.747-32.822 min, 11 scans) GCMS_4744.D Subtract

221.2 H3C CH3

0.8

0.6
CH3
0.4
O
137.1 CH3
0.2
177.1 327.0 429.0 637.1
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 6 Ambrox: + Scan (rt: 32.747-32.822 min, 11 scans) GCMS_4744.D Subtract

221.2 H3C CH3

0.8

0.6
CH3
0.4
O
137.1 CH3
0.2
43.0
177.1 281.1 327.0 429.0 637.1
0
50 100 150 200 250 300 350 400 450 500 550 600 650
Counts vs. Mass-to-Charge (m/z)

_x000A_Page 37 of 48 Printed at: 15:19:54 on:02/20/2024

 Qualitative Compound Report_x000A_
x10 6 Ambrox: + Scan (rt: 32.747-32.822 min, 11 scans) GCMS_4744.D Subtract

221.2 H3C CH3

0.8

0.6
CH3
0.4
O
137.1 CH3
0.2
43.0
177.1 281.1 327.0 429.0 637.1
0
50 100 150 200 250 300 350 400 450 500 550 600 650
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
41.1 74930.4
43 79159.09
55.1 68388.48
69.1 72415.08
81.1 80898.14
95.1 89838.49
97.1 97.1 12.37 1 186026.41
137.1 202933.72
221.2 879201.13
222.2 147283.73

Compound Structure

Compound Label Name RT Algorithm

Cpd 32: Naphthalene, 6,7- Naphthalene, 6,7- 34.03 Spectrum Extraction
diethyl-1,2,3,4-tetrahydro- diethyl-1,2,3,4-
1,1,4,4-tetramethyl- tetrahydro-1,1,4,4-
tetramethyl-

MS Spectrum

x10 4 Naphthalene, 6,7-diethyl-1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-: + Scan (rt: 33.992-34.060 min, 10 scans) GCMS_4744.D Subtract
3.5 CH3
H3C CH3
229.1[C18 H13]+
3
2.5
2
1.5
1
0.5 H3C CH3
CH3
354.9 428.9
0
200 300 400 500 600 700 800
_x000A_Page
Counts vs. Mass-to-Charge 38 of 48900
(m/z)
1000 1100
Printed at: 15:19:54 on:02/20/2024
 Qualitative Compound Report_x000A_
x10 4 Naphthalene, 6,7-diethyl-1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-: + Scan (rt: 33.992-34.060 min, 10 scans) GCMS_4744.D Subtract
3.5 CH3
H3C CH3
229.1[C18 H13]+
3
2.5
2
1.5
1
0.5 H3C CH3
CH3
354.9 428.9
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 4 Naphthalene, 6,7-diethyl-1,2,3,4-tetrahydro-1,1,4,4-tetramethyl-: + Scan (rt: 33.992-34.060 min, 10 scans) GCMS_4744.D Subtract
3.5 CH3
H3C CH3
229.1[C18 H13]+
3
2.5
2
1.5
1
199.1
0.5 258.2 H3C CH3
91.0 CH3
41.0 354.9 428.9
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
143 1803.08
155 2014.66
157.1 2367.98
169.1 2204.88
171 2443.09
199.1 5550.79
229.1 229.1 5.14 1 31671.83
230.1 1 5715.12
243.1 2290.9
258.2 2970.17

Compound Structure

Compound Label Name RT Algorithm

Cpd 33: Cyclopentadecanone, 34.332 Spectrum Extraction
Cyclopentadecanone, 2- 2-hydroxy-
hydroxy-
_x000A_Page 39 of 48 Printed at: 15:19:54 on:02/20/2024
 Qualitative Compound Report_x000A_

MS Spectrum

x10 3 Cyclopentadecanone, 2-hydroxy-: + Scan (rt: 34.294-34.384 min, 13 scans) GCMS_4744.D Subtract

O
2.5

2 236.2 OH

1.5
180.1
1

0.5
282.1 402.9 479.2
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 4 Cyclopentadecanone, 2-hydroxy-: + Scan (rt: 34.294-34.384 min, 13 scans) GCMS_4744.D Subtract

55.1 O
1
41.1
0.8
OH
69.1
0.6

0.4

0.2 236.2
180.1
282.1 341.1 402.9 479.2
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450 475
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Abund
41.1 8691.85
55.1 10208.12
67.1 4458.38
69.1 6674.19
81.1 4507.85
82.1 5065.69
83.1 5572.5
96.1 5547.92
97.1 4288.23
98.1 4770

_x000A_Page 40 of 48 Printed at: 15:19:54 on:02/20/2024

 Qualitative Compound Report_x000A_
Compound Structure

Compound Label Name RT Algorithm

Cpd 34: 5- 5-Cyclohexadecen-1- 34.513 Spectrum Extraction
Cyclohexadecen-1-one one

MS Spectrum

x10 3 5-Cyclohexadecen-1-one: + Scan (rt: 34.483-34.588 min, 15 scans) GCMS_4744.D Subtract

236.2
4

3
O

2
178.1
1
280.9
429.0
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 3 5-Cyclohexadecen-1-one: + Scan (rt: 34.483-34.588 min, 15 scans) GCMS_4744.D Subtract

8 81.1
41.1
6
95.1
236.2 O
4

2 137.1 178.1
280.9 341.0 429.0 479.1
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450 475
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
41.1 6566.87
55.1 6403.37
67.1 67.1 -4.51 1 6469.77
68.1 6258.17
69.1 3571.97
79.1 3849.4
81.1 7890.57
82.1 82.1 10.74 1 4677.77
95.1 5186.63

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 Qualitative Compound Report_x000A_
236.2 4207.87

Compound Structure

Compound Label Name RT Algorithm

Cpd 35: Cyclopenta[g]-2- Cyclopenta[g]-2- 34.799 Spectrum Extraction
benzopyran, 1,3,4,6,7,8- benzopyran,
hexahydro-4,6,6,7,8,8- 1,3,4,6,7,8-hexahydro-
hexamethyl- 4,6,6,7,8,8-
hexamethyl-

MS Spectrum

x10 5 Cyclopenta[g]-2-benzopyran, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl-: + Scan (rt: 34.724-34.875 min, 21 scans) GCMS_4744.D Subtract
2 243.1 H3C CH3
1.75
1.5 H3C
1.25 O
H3C
1
0.75 H3C
0.5
0.25 171.1
CH3
327.0 428.9
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 5 Cyclopenta[g]-2-benzopyran, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl-: + Scan (rt: 34.724-34.875 min, 21 scans) GCMS_4744.D Subtract
2 243.1 H3C CH3
1.75
1.5 H3C
1.25 O
H3C
1
213.1
0.75 H3C
0.5
0.25 171.1
41.1 81.1 CH3
280.9 327.0 428.9 479.1
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450 475
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
141 15549.02
155.1 17048.67
169.1 169.1 6.96 1 17338.98
171.1 21519.57
185.1 16604.62

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 Qualitative Compound Report_x000A_
213.1 80872.02
243.1 183379.95
243.2 98643.79
244.2 52920.05
258.2 258.2 -3.79 1 63866.74

Compound Structure

Compound Label Name RT Algorithm

Cpd 36: 7-Acetyl-6-ethyl- 7-Acetyl-6-ethyl- 35.086 Spectrum Extraction
1,1,4,4-tetramethyltetralin 1,1,4,4-
tetramethyltetralin

MS Spectrum

x10 5 7-Acetyl-6-ethyl-1,1,4,4-tetramethyltetralin: + Scan (rt: 35.056-35.131 min, 11 scans) GCMS_4744.D Subtract

CH3
243.1
3.5 H3C CH3
3
2.5
2
O
1.5
1 H3C CH3
159.1
0.5
CH3
355.0 430.0
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 5 7-Acetyl-6-ethyl-1,1,4,4-tetramethyltetralin: + Scan (rt: 35.056-35.131 min, 11 scans) GCMS_4744.D Subtract

CH3
243.1
3.5 H3C CH3
3
2.5
2
O
1.5
43.0
1 H3C CH3
159.1
0.5
57.1 91.0 282.0 CH3
355.0 430.0 479.2
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450 475
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
43 113185.41
128 24838.09

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 Qualitative Compound Report_x000A_
141 24110.82
157.1 25091.73
159.1 62663.95
187.1 51736.82
201.1 48445.41
243.1 350487.31
244.2 66239.55
258.2 258.2 -6.27 1 103276.23

Compound Structure

Compound Label Name RT Algorithm

Cpd 37: Oxacycloheptadec-8- 36.384 Spectrum Extraction
Oxacycloheptadec-8-en-2- en-2-one, (8Z)
one, (8Z)
MS Spectrum

x10 3 Oxacycloheptadec-8-en-2-one, (8Z): + Scan (rt: 36.339-36.475 min, 19 scans) GCMS_4744.D Subtract
1.75
1.5
1.25 243.2
O
1
0.75
0.5
O
0.25 340.8
429.0 553.0
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 3 Oxacycloheptadec-8-en-2-one, (8Z): + Scan (rt: 36.339-36.475 min, 19 scans) GCMS_4744.D Subtract

5 82.1

4
O
3

2
243.2 O
1
136.0 281.1
213.1 340.8 429.0 553.0
0
50 100 150 200 250 300 350 400 450 500 550
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Abund

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 Qualitative Compound Report_x000A_
41 2943.47
54 1728.89
55.1 3472.61
67 4695.99
68.1 2327.39
69.1 1605.18
81 4538.7
82.1 4829.72
95.1 3191.05
96.1 3773.4

Compound Structure

Compound Label Name RT Algorithm

Cpd 38: Ethylene Ethylene brassylate 37.931 Spectrum Extraction
brassylate

MS Spectrum

x10 5 Ethylene brassylate: + Scan (rt: 37.901-37.969 min, 10 scans) GCMS_4744.D Subtract
2.5
227.1 O

2
O

1.5

1 O

0.5
270.2 O
341.0
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 5 Ethylene brassylate: + Scan (rt: 37.901-37.969 min, 10 scans) GCMS_4744.D Subtract

98.1 O
2.5
227.1
2 55.1 O

1.5
41.1
1 211.1 O
69.1
0.5 155.1
29.1
270.2 O
310.9 341.0 405.1
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450
Counts vs. Mass-to-Charge (m/z)

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MS Spectrum Peak List
m/z Calc m/z Diff(ppm) z Abund
41.1 115738.13
55.1 192163.42
84.1 111794.16
86 86 -2.72 1 176106.55
98.1 249660.2
99 141850.38
112.1 85634.02
187.1 84686.6
211.1 92311.94
227.1 226479.03

Compound Structure

Compound Label Name RT Algorithm

Cpd 39: 1- 1- 41.764 Spectrum Extraction
Phenanthrenecarboxylic Phenanthrenecarboxyli
acid, c acid,
1,2,3,4,4a,5,6,7,8,9,10,10 1,2,3,4,4a,5,6,7,8,9,10,
a-dodecahydro-1,4a- 10a-dodecahydro-
dimethyl-7-(1- 1,4a-dimethyl-7-(1-
methylethyl)-, methyl methylethyl)-, methyl
ester, [1R- ester, [1R-
(1.alpha.,4a.beta.,7.beta., (1.alpha.,4a.beta.,7.be
10a.alpha.)]- ta.,10a.alpha.)]-
MS Spectrum

x10 4 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,5,6,7,8,9,10,10a-dodecahydro-1,4a-dimethyl-7-(1-methylethyl)-, methyl ester, [1R-(1.alpha.,4a.beta.,7.b

3.5 243.2 CH3

3 O

H3C
2.5 CH3

O
2
1.5 303.2
1 163.1
H3C

0.5 CH3
405.0
0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 4 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,5,6,7,8,9,10,10a-dodecahydro-1,4a-dimethyl-7-(1-methylethyl)-, methyl ester, [1R-(1.alpha.,4a.beta.,7.b

3.5 243.2 CH3

3 O

H3C
2.5 CH3

O
2
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1.5 303.2
1 163.1 259.2
H3C
91.0 121.1 318.2
0.5 43.1 215.2 CH3
 Qualitative Compound Report_x000A_
x10 4 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,5,6,7,8,9,10,10a-dodecahydro-1,4a-dimethyl-7-(1-methylethyl)-, methyl ester, [1R-(1.alpha.,4a.beta.,7.b
3.5 243.2 CH3

3 O

H3C
2.5 CH3

O
2
1.5 303.2
1 163.1 259.2
H3C
91.0 121.1 318.2
0.5 43.1 215.2 CH3
355.0 405.0
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
91 5561.11
121.1 5734.35
163.1 9566.16
187.1 6640.64
243.2 33121.81
244.2 6726.81
258.2 258.2 -0.24 1 5141.55
259.2 8825.41
303.2 12415.21
318.2 5438.35

Compound Structure

Compound Label Name RT Algorithm

Cpd 40: Methyl Methyl 41.968 Spectrum Extraction
dehydroabietate dehydroabietate

MS Spectrum

x10 3 Methyl dehydroabietate: + Scan (rt: 41.885-42.059 min, 24 scans) GCMS_4744.D Subtract
7 H3C O

6 239.1[C17 H19 O]+

O CH3

5
4
3
CH3
CH3
2
163.1
1 299.1
429.0 CH3

0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

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 Qualitative Compound Report_x000A_
x10 3 Methyl dehydroabietate: + Scan (rt: 41.885-42.059 min, 24 scans) GCMS_4744.D Subtract
7 H3C O

6 239.1[C17 H19 O]+

O CH3

5
4
3
CH3
CH3
2
163.1
1 299.1
429.0 CH3

0
200 300 400 500 600 700 800 900 1000 1100
Counts vs. Mass-to-Charge (m/z)

MS Zoomed Spectrum

x10 3 Methyl dehydroabietate: + Scan (rt: 41.885-42.059 min, 24 scans) GCMS_4744.D Subtract
7 H3C O

6 239.1[C17 H19 O]+

O CH3

5
4
3
CH3
CH3
2
163.1
1 41.0 91.0 123.1 299.1 341.0
197.1 CH3
429.0
376.9
0
25 50 75 100 125 150 175 200 225 250 275 300 325 350 375 400 425 450
Counts vs. Mass-to-Charge (m/z)

MS Spectrum Peak List

m/z Calc m/z Diff(ppm) z Abund
41 709.79
91 724.45
119 624.54
123.1 810.24
163.1 1409.64
239.1 239.1 13.56 1 6283.68
240.1 1 1131.99
253 608.11
299.1 700.38
341 569.46

Compound Structure

--- End Of Report ---

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